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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 497044Generated: October 30, 2026

Water → 3-Acetyl-1-chloro-5-(3,3-dichloroprop-2-enyloxy)-2-hydroxybenzene

https://huagongshe.com/reaction/497044

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-Acetyl-2,5-bis-(3,3-dichloroprop-2-enyloxy)-1-chlorobenzeneHCID 22318610—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
Product3-Acetyl-1-chloro-5-(3,3-dichloroprop-2-enyloxy)-2-hydroxybenzeneHCID 11415201—

Reaction Conditions

Temperature85 °C

Reaction Steps

6.1 g of 3-acetyl-2,5-bis-(3,3-dichloroprop-2-enyloxy)-1-chlorobenzene were dissolved in 160 ml of toluene. 7.79 g of magnesium dibromide/diethyl ether complex, dissolved in 25 ml of diethyl ether, were added to this solution, and the mixture was then stirred at 85° C. for 6 hours. After the reaction had ended according to TLC, the mixture was allowed to cool, about 300 ml of water were added and the organic phase was separated off. The aqueous phase was re-extracted twice with ethyl acetate, and the combined organic phases were then washed with saturated sodium chloride solution. After drying and concentration of the organic phase, the crude product was purified chromatographically. Yield: 2.86 g (64%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949551B2
Source datasetuspto-grants-2005_09
ORD IDord-0f40cc90efa04e9faed0a5a8808594e6
Source noteuspto-grants-2005_09